NIO

NICOTINIC ACID

Created:	1999-07-08
Last modified:	2024-10-02

Find Related PDB Entry
59 entries where NIO is found as a standalone ligand16 entries where NIO is found in a polymer sequence

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	14
Chiral Atom Count	0
Bond Count	14
Aromatic Bond Count	6

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	NICOTINIC ACID
Systematic Name (OpenEye OEToolkits)	pyridine-3-carboxylic acid
Formula	C₆ H₅ N O₂
Molecular Weight	123.109
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)c1cccnc1
SMILES	CACTVS	3.341	OC(=O)c1cccnc1
SMILES	OpenEye OEToolkits	1.5.0	c1cc(cnc1)C(=O)O
Canonical SMILES	CACTVS	3.341	OC(=O)c1cccnc1
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(cnc1)C(=O)O
InChI	InChI	1.03	InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)
InChIKey	InChI	1.03	PVNIIMVLHYAWGP-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB00627
Name	Niacin
Groups	investigational nutraceutical approved
Description	Niacin is a B vitamin used to treat vitamin deficiencies as well as hyperlipidemia, dyslipidemia, hypertriglyceridemia, and to reduce the risk of myocardial infarctions.[L7550,L7553,L7556,L7559,L7562,L7565]
Synonyms	3-carboxypyridine ácido nicotínico Acidum Nicotinicum Nicotinic acid 3-Pyridinecarboxylic acid Acide nicotinique Niacin pyridine-β-carboxylic acid β-pyridinecarboxylic acid anti-pellagra vitamin m-pyridinecarboxylic acid Nikotinsäure Niacina 3-Pyridylcarboxylic acid
Brand Names	Fortistress Tab Vitamin B Complex Tab Niacin Tab 100mg Yeast Free Niacin Src 400mg Niacor Vita Day Tab Dothelle DHA Ni-C-E-LE Plus American Eagle Energizer Plus Vitamin Supplement Drink Abavite Fusion Plus Niacin 250mg Vitalife - Capsule OB Complete 400 B3 B-complex Tab Provida OB Stress Formula Multi-B Comp + 500mg Vit C Cap Folivane-OB Niacin 500 Mg and Inositol Davimet with Fluoride Hyporyl - Tab Vitafol One Formula Cp Cap TriStart FREE Vtb Vitamin and Mineral Supplement Prenatal Vitamin B + C Cap Shen Min Vitamin Supplement Men's 50+ Cda-21 Vitamins With Non-medicinal Probiotic Complex Folika-T One Daily VITES Lustime Angel Multi Flow Tablets Multi-actin ahoSAN Prenatal Vitamins Plus Low Iron Sveets Vitafol Plus Niacin 100mg Vitafol-OB Plus DHA Prenatal Supplement Plus DHA Taron-C DHA Vitamin B Compound Tab bioJET Children's Chewable Tab Flush Free Niacin With Inositol Niodan 500 Mg Time Release Tablets One-A-day Advance Men's Rogenic Provida DHA Multivitamin with Fluoride Red American Eagle Vitamin Supplement Drink Vita-vim - Tab Integra Plus Multivitamin with fluoride Vp-heme Ob DHA Formula O.C. Hsn Formula Niacin 100mg Tab Tri B3 Src 300mg Vitafol Fe Plus Lipall Plus Tab Niacin 100 mg Metacinamide Tab Formula Cw Niachrom Capsule Select OB Multitabs C-B Complex Genicin Vita-S Multi-Vitamin With Fluoride Grand Master Formula Tab Niacin Tab 250mg Formula Hh Prenatal Mega Antioxidant Vita-vim With Beta-carotene - Tab DermaNIC 50 Plus Prenatal Formula Tab Concept DHA Remedium - Liq Orl Cool B Cavan Heme OB Formula Lf Red Bull B 6 Plus Vitamin B Complex Suppl Dr. AVi MULTIVITAMIN with Zinc, Real Ginger, Lemon and Lemongrass Niacin 100mg Tablets USP Protect Cardio AF VITAFOL Gummies Folivane-F Chromemate Vc II O-Cal Prenatal Vitamin Formula F L W NESTABS ABC Prenatal Multi-vitamin/Mineral Supplement with DHA/EPA Niacin Cap 250mg Niacin Pwr 800mg/1.25ml Vp-pnv-dha Sustained Release Niacin 500mg Pro Enz Tab Nutra Boost B6 Plus Tab Multi-force for Women Tab Multi-Vitamin Fluoride Drops Davimet-M TriStart ONE Vita Vim With Beta Carotene-caplet Adeks Tablets 24 Multivitamins + Minerals Niacin Tab 100mg USP Niaspan Fct Nitro Vites - Tab Niacin-niacinamide Tab Gtf Support Caplet Multicaps NovaFerrum Multivitamin with Iron Pediatric Drops Gtf-vitamin-minerals & Pancreatin Tab Iron 25mg With Vit B-cmplx, Vit C, Cu & Mo PreNatal Vitamins Plus Puralor Multivit with Fluoride Multivitamins and Minerals for Young Men Super Stress Mega B Plus 1000mg Vit C Tab Reaphirm Plant Source DHA Ultimate Tab Vasodyn Tab Multi-phyto Capsules Bev 29 Tab Time Released Niacin 500 mg Escavite Lq Niacin 50mg Multi-Vitamin Phytovim Cap Revit Multi-vitamins and Minerals Lustime Unicorn Multi #2 Card-floe II Tab Formula # 7 Tab 50mg Innersource Tab Niacin Tab 100mg Prenatal, DHA WesCap-C-DHA Folivane-Plus with Ascorbic Acid Precursors Master Key Multi Vitamin Multi Mineral Formula 2 Niacin-100 Tab 100mg Swiss One Timed Release Tab Lipotropic Ctr Niacin Caps 100mg Spectrum 2 Cap Extra Once A Day Vita Vim Multivitamins and Minerals Tab Kindervites Fusion Activator Formula Tab Natural Source Spectrum With Beta Carotene Maxum Multi-vite My Favorite Niacin and Inositol Tab Gesticare DHA Poly-Vi-Sol Davimet Ifb Vita B Complex Tab Only One - Tablet Timed Release Vita-vim Srt One A Day Advance Adults Body Rox Iron, Vit & Min Supp Antivert Tab American Plus Energy & Vitamin Drink Nephrocaps-QT Vita Balance 2000 Advicor Reno Caps Iron Folate-F Master Key Formula 3 Tab Niacin 100 Mg Tablets healthy mamaBE WELL ROUNDED BE WELL ROUNDED Revitalize Multi-vitamin and Mineral Complex Niaspan Multi Tabs Harvest Of Values All B Complex Tab Vitafol Caplet Vitamin & Mineral Formula 1 Dietary Supplement Multi Vitamin-mineral Formula Iron Folate Plus Simcor Super Daily No 2 Vege Swiss One Multivitamin W Chel Mins Tab Virt-C DHA WestGel DHA TL-Fluorivite Doctor's Choice Brand for Men Mega Capsules Strovite Forte Caplet Protect Plus SO 60 Hi Potency B Complex W Chelated Minerals Daily-Vite Poly-Vi-Flor Gummies Vitamin B3 Tab 10mg USP Chewable Nephrocaps Pro Hers Vanilla Usana Megavitamin Tablets - Tab Animal Shapes Maximum Once A Day Escavite D Acti-niacin Caplet 500mg Concept OB B-3 500mg Continuous Released Formula Cw-caplet Cal M Tab Lipovitan NovaMV Multivitamin Myhephron Dialysis and Stress Supplement Hemocyte Plus Integra Wellness Formula Multivitamins and Minerals for Young Women Nicazyme Integra F M-Natal Plus Multivitamins and Minerals With Betacarotene Tablets Armax JEUNCELL Hair restorer and Hair Growth Solution Complex 5 - Pwr Nicaprin Niacin Vitafol OB Caplet Novel Vita Mega Vitaminerals Tendera-OB Vyo Cylate - Pwr Niacin Tab 500mg Lutime O-Cal FA multivitamin Se-Natal Vita-Rx Diabetic Vitamin Multi Vitamines - Liq Niacin Ctr Srt 500mg Lip - Fac Formula Cc II Lipo-B-C Tab Niacin Tablets 500mg USP Cavan Prenatal Men's PROTECT IRON Liquid Phytopure Envirocomplex Mega 13 Multivitamin Formula TriStart DHA Complete One A Day Tab Niaspan ER One A Day Advance Adults 50+ Luna Vitamin and Mineral Bar for Women Nata Komplete Niacin Inj 100mg/ml Niacin 500mg Niacin Tab 475mg Mhb Multi-Vitamin Fluoride and Iron Drops Mycelized Childrens Multi-vitamin Liq Orange Flavored Crystal Chews Tab MVC-Fluoride Niacin Tab 50mg Irospan 24/6
Indication	Niacin is indicated to prevent vitamin deficiencies in pediatric and adult patients receiving parenteral nutrition as part of multivitamin intravenous injections.[L7550,L7553,L7556,L7559] Niacin oral tablets are indicated as a monotherapy or in combination with simvastatin or lovastatin to treat primary hyperlipidemia and mixed dyslipidemia.[L7562,L7565] It can also be used to reduce the risk of nonfatal myocardial infarctions in patients with a history of myocardial infarction and hyperlipidemia.[L7562,L7565] Niacin is also indicated with bile acid binding resins to treat atherosclerosis in patients with coronary artery disease and hyperlipidemia or to treat primary hyperlipidemia.[L7562,L7565] Finally niacin is indicated to treat severe hypertriglyceridemia.[L7562,L7565]
Categories	Agents Causing Muscle Toxicity Cardiovascular Agents Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP2E1 Inhibitors Cytochrome P-450 CYP2E1 Inhibitors (strength unknown) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inhibitors Diet, Food, and Nutrition Food Growth Substances Hyperglycemia-Associated Agents Hypolipidemic Agents Hypolipidemic Agents Indicated for Hyperlipidemia Lipid Modifying Agents Lipid Modifying Agents, Plain Lipid Regulating Agents Micronutrients Miscellaneous Antilipemic Agents Nicotinic Acid and Derivatives Nicotinic Acids Non-statin Hypolipidemic Agents Indicated for Hyperlipidemia Noxae Organic Anion Transporting Polypeptide 2B1 Inhibitors Peripheral Vasodilators Physiological Phenomena Pyridines Thyroxine-binding globulin inhibitors Toxic Actions Vasodilating Agents Vitamin B Complex Vitamins
ATC-Code	C10AD02 C10AD52 C10BA01 C04AC01
CAS number	59-67-6

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

Name	Target Sequence	Pharmacological Action	Actions
Hydroxycarboxylic acid receptor 3	MNRHHLQDHFLEIDKKNCCVFRDDFIAKVLPPVLGLEFIFGLLGNGLALW...	unknown	agonist
Diacylglycerol O-acyltransferase 2	MKTLIAAYSGVLRGERQAEADRSQRSHGGPALSREGSGRWGTGSSILSAL...	unknown	inhibitor
Hydroxycarboxylic acid receptor 2	MNRHHLQDHFLEIDKKNCCVFRDDFIVKVLPPVLGLEFIFGLLGNGLALW...	unknown	agonist
Nicotinate-nucleotide pyrophosphorylase [carboxylating]	MDAEGLALLLPPVTLAALVDSWLREDCPGLNYAALVSGAGPSQAALWAKS...	unknown	binder
Nicotinamide N-methyltransferase	MESGFTSKDTYLSHFNPRDYLEKYYKFGSRHSAESQILKHLLKNLFKIFC...	unknown	binder
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	inhibitor
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	inhibitor
Cytochrome P450 2E1	MSALGVTVALLVWAAFLLLVSMWRQVHSSWNLPPGPFPLPIIGNLFQLEL...	unknown	inhibitor
Thyroxine-binding globulin	MSPFLYLVLLVLGLHATIHCASPEGKVTACHSSQPNATLYKMSSINADFA...	unknown	inhibitor
Organic cation/carnitine transporter 2	MRDYDEVTAFLGEWGPFQRLIFFLLSASIIPNGFTGLSSVFLIATPEHRC...	unknown	inhibitor
Solute carrier organic anion transporter family member 2B1	MGPRIGPAGEVPQVPDKETKATMGTENTPGGKASPDPQDVRPSVFHNIKL...	unknown	inhibitor
Monocarboxylate transporter 1	MPPAVGGPVGYTPPDGGWGWAVVIGAFISIGFSYAFPKSITVFFKEIEGI...	unknown	substrate
Sodium-coupled monocarboxylate transporter 1	MDTPRGIGTFVVWDYVVFAGMLVISAAIGIYYAFAGGGQQTSKDFLMGGR...	unknown
Monocarboxylate transporter 4	MGGAVVDEGPTGVKAPDGGWGWAVLFGCFVITGFSYAFPKAVSVFFKELI...	unknown
View More

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682